
Cottage vacation rentals in Florida Keys
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Top-rated cottage rentals in Florida Keys
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Popular amenities for Florida Keys cottage rentals
Cottage rentals with a hot tub

Tidewater Views at Venture Out
Great location, and a very practical and cute little house. The neighbor who resides on the ocean side was wonderful and inviting, which made the stay so much better. Well stocked kitchen. Lots of clean towels and name brand starter essentials. The down side, there was a bag of (assumed??) dirty bedding left by the door, which I contacted our concierge about when we arrived, and it went ignored until I brought it up at check out again. It worked out fine though, my kids brought their own blankets and used them instead. Everything else was great though!

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
What a fantastically beautiful place. right on the canals leading to the sea with spectacular views. Great hosts who were super responsive. Highly recommended

New 150 ft Dock/Private Swim Spa/Tiki/Outdoor Bar
This was one of our favorite Air BnB rentals. The house was easy to get to from the Miami Airport, but was far away from the hustle of Florida. The amenities at the house were extraordinary and appropriate. Michelle was in the oversized hot tub twice a day while I was out on the canoe exploring the mangroves and fishing alongside Manatees and Stingrays. The dock provided multiple locations to be in, or out of the sun to fish, read or take in some sun. I did all three at the same time! The fire pit was in the perfect spot where we cooked most of our dinners. If you are looking for a spot for a mellow time to get away from the Northern cold and snow to relax, this is the spot. Sean was more accommodating and proactive with his replies and suggestions than most. There is even a sign on the refrigerator with his cell phone noting that 'if you are not having a 5* vacation, call me, and if you are, call me to rebook'! From the attention to detail throughout, he meant it!!

Enchanting 2BR/1BA Casita 2 blocks to Beach
We are big fans of the Island’s Casita! It was totally perfect and had features we didn’t realize. There is a room - that is accessible for their other 2(?) airbnbs - with a treadmill, washer & dryer, games, sunscreen and more. The outdoor area is great with a dining table, Adirondack chairs and the hot tub we didn’t use. It was close to the beach - and the Deerfield Aquatic center, which is important to us. Would absolutely stay here again.

Enchanting Hideaway - minutes from everything.
We absolutely loved our stay at Lazy Lake! It was a perfect location to walk the surrounding neighborhood, enjoy the local restaurants, bars and coffee shops. Jason kept the grounds well maintained. The pool was a wonderful relaxation station for the kids and adults. We loved being able to fish in Lazy Lake. The beds were exceptionally soft and comfortable.

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Jason’s place was a great place to stay in the keys!! Jason is great at responding great location, clean house only the couch could use a cleaning. It would have been nice if there were trash bags, extra hand soap and extra toilet paper. Other then that it was perfect!!

Calypso Cottage
Place was exactly like described, super quaint and had a great homey cottage feel. Neighbors were all super friendly as well. We really enjoyed being able to sit outside on the canal and enjoy our breakfast/dinner as well as playing any games. Would highly recommend this place, not far from key west a matter of 35-45 min depending on traffic

ATLANTIS...Ocean Front Cottage Retreat!
Manuel's home was clean, bright, quiet, and peaceful with a million dollar view. It sits directly on big open water which we enjoyed from the nice open porch. We ate meals on the porch while relaxing and savoring the amazing view of the blue water and the two islands beyond. We never tired of the view. The whole neighborhood is quiet and clean, and there is a small beach and a pool. The check in/check out process was simple and Manuel was responsive with all communications. We enjoyed exploring Key West (about a 30-35 minute drive) and walking the old train/then road Old Seven Mile Bridge from Marathon Key to Pigeon Key. The Bridge is a beautiful 4 mile round trip walk to small Pigeon Key where we swam and participated in a guided walking tour and shark feeding. If you're looking for a peaceful, relaxing, home with an amazing view to get away from it all, Manuel's home is the answer! It was perfect for my husband and me.
Pet-friendly cottage rentals

Miami’s Grove Hidden Tropical Gem
We had such a lovely stay at Cat's Airbnb in Coconut Grove! The space was clean, comfortable, and thoughtfully decorated—perfect for relaxing after a day of exploring. The location couldn’t have been better—tucked away in a quiet neighborhood but still close to great restaurants and shops. We especially appreciated how peaceful and green the area felt—it really gave us that tropical escape vibe. Highly recommend this spot if you're looking for a cozy, convenient stay in Coconut Grove!

MIA Design District Cottage*Hottub*FreeParking
I had a great stay! The place was very clean and exactly as described. The host was kind, welcoming, and made sure everything went smoothly. I would definitely stay here again and highly recommend it to others!

The Cottage
This is a beautiful property in a very nice part of town. My wife and I were in Miami for the weekend to attend a wedding and this was the perfect home base - clean, quiet, safe. Has a lot of amenities and any equipment you could think you need. Will stay again!

Waterfront Cottage Walk to World Famous Lorelei
We had such a wonderful getaway at the cottage. The house is so charming and filled with character, something we thoroughly enjoy on our vacations. The location afforded us close proximity to shops and restaurants while also giving us a good home base to explore all the keys have to offer. We started each morning with coffee on the dock while enjoying the surrounding beauty. A manatee family were frequent visitors and even played with us while we were kayaking, a core memory experience, for sure. Jackie is a proactive and responsive host, and she was a joy to communicate with. We highly recommend her and her beautiful property. 🌴☀️

Cheerful 3 bedroom Cottage near the beach!
This was my first AirBnB booking and it was better than I expected! We had 6 adults on this trip and the house was perfect for us. We loved the location, the house was well stocked, and was plenty big for us all! Check-in was easy, we had no issues with anything, and would absolutely stay here again!

Tropical Cottage by the Sea- No Storm Damage
The place itself was so beautiful and the outdoor space leading right to the lake was so peaceful! I enjoyed sitting on the porch in the mornings for a quiet, relaxing start to the day! Robin was very friendly and provided helpful instructions. Definitely recommend 😊

Cottage w/ Private Yard, Free Kayaks, Boats, Etc
We really enjoyed our stay with Key Lime sailing club! We especially appreciated the easy access to water activities and created life long memories kayaking in the beautiful surroundings. The hosts are kind, helpful and made our stay more memorable!

Cozy Beach House in North Naples
We recently stayed here on a trip to Naples with my wife and our three kids. It is very family friendly with beach toys, outdoor seating, and bikes. The residence is perfect that amount of of people and I can see how it can accommodate 6 people comfortably. The residence was modern, impeccably clean and came fully equipped to satisfy all your needs. The best part, and this can't be understated, is the location. It is about a mile from beautiful Vanderbilt Beach and right off the main road where there are plenty of restaurant, shopping centers, and attractions. If you're thinking about traveling to Naples with your family, this is a wonderful choice. The price was reasonable and it delivered on all fronts. Thank you, Maury.
Private cottage rentals

Cozy Tropical Cottage. Your new Happy Place!
Toni's place was exactly what my partner and I needed for our trip to Florida for a family memorial, and Toni herself was *extremely* helpful and communicative! The home itself was perfect, the amenities provided were fantastic, the walkability of the neighborhood was amazing, and the lovely outdoor area made me wish I could have orchids growing on trees in Illinois (there's also a GIANT staghorn fern ball hanging outside the back door - my jaw dropped when I saw it). Highly recommend the Riverside Market a few minutes walk from the home (make sure to try the fried chickpeas!) and the pizza spot across the street from there :)

Islamorada bungalow 2 bed & pool
Very clean and hosts are very responsive. Couldn't find the toaster that was listed. Nice to have beach towels to use for the pool located next door or when going to the beach. Enjoyed having a cooler, beach chairs and umbrella to use for a beach outing. Loved the backyard with a fire pit and Adirondack chairs however the highway runs right behind it and it was a bit noisy. The pool next door was very clean and relaxing. We enjoyed our stay and the recommendations for restaurants and things to do in the area.

New Modern Near Airport - Cozy Very Clean
Alex was an amazing host. We got in to Miami late on our check in date bc of the commute and she still stayed up to greet us in person. She was quick with responding and our communication throughout the trip was top notch (Especially when we immediately locked ourselves out lol) She gave a great recommendation for a local restaurant. Our space was very clean and the attention to detail was amazing. Alex’s husband folded the towels on the bed into swans with flowers as eyes from their beautiful garden patio. I loved listening to their pet birds chirping in the morning out on the patio. That is the experience you will have when you book with Alex. Don’t hesitate to book, this was really special.

The Hidden Gem - Private Cottage in Biscayne Park
Hidden Gem was absolutely perfect for me and my fiancé. We had some last minute travel adjustments and couldn't have asked for a better spot. The adorable studio space had everything we needed to just show up and stay. The space was used very well. We had some friends staying at another large expensive bnb and Hidden Gem seemed to have more than even that. The kitchen is well stocked with cookware and dishes. The bathroom clean and with needed Toiletries (my fiancé forgot makeup wipes and there were some kindly waiting for her). Extra towels, blankets, and linens made for a comfy stay. Storage under the bed to stay organized, a small smart TV! Parking is fairly easy and the outside area is well equipt to grill and chill. Our only thing to note is the AC will drip from condensation (we put a bowl under it at night after finding a small puddle) but that worked just fine! Jovany was kind & helpful. There is just something more homey about air bnb like this place. We highly recommend

Las Tortugas Azules (The Blue Turtles) - Family Retreat
Michael and Lorna were super friendly and easy going but, at the same time, respected our privacy. The guesthouse was super clean with state-of-the-art appliances and had absolutely everything we needed to prepare our own meals in the beautiful kitchen. The pool area was gorgeous. The weather was on the cool side while we were there, so we didn't get in the water, but we loved sitting outside in the patio area enjoying the beautiful and peaceful surroundings. As an extra added bonus, they have two adorable puppies that were out a few times a day. We loved our extended stay at Las Tortugas Azules and would definitely consider staying there again if in the Naples area.

Florida beach house with tropical garden
Excellent overall experience in one of my favorite parts of Miami! Christophe's place suited my needs perfectly and the yard exceeded my expectations.

Beach House on pond w/ HEATED pool - sleeps 6
We had a great time at Mike's place. The house is in a quiet area. It was all very clean. Kitchen utensils such as spices, coffee, water were provided. The house is very nicely decorated. We particularly liked the heated pool. Mike left us fish food so we could feed the ducks and turtles. The view of the small lake was great. Supermarkets can be reached in 5 minutes by car. The communication with Mike was very good. The house is an absolute recommendation. When we get back to Florida, we'll be back!

THE PARADISE
My husband and I stayed 3 nights and this place is so cute. Older tiny home with recent updates. Great location to be venture out and see Key Largo and it’s true .. the neighbors are so nice.
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- Bayfront Park
- Everglades National Park
- Anne's Beach
- Sombrero Beach
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Coral Castle
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Cannon Beach
- Biscayne National Park
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- Venetian Pool
- Fairchild Tropical Botanic Garden
- Far Beach
- Phillip and Patricia Frost Museum of Science
- EAA Air Museum
- Cocoa Plum Beach
- Theater of the Sea
- Sea Oats Beach
- Matheson Hammock Park
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